Dog Sitting Cottage Grove

Book a Cottage Grove dog sitter to watch your dog in your sitter’s home or yours.

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Over 104
pet parents in Cottage Grove have booked dog sitting

Cottage Grove, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ashley K.
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Ashley K.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Madison, WI, 53718

Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.

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Madeleine R.
Sitter Profile Image: Blaze D.
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Blaze D.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

Blaze did a great job taking care of our kitties while we were on vacation. It was our first time using a Rover sitter and he made everything simple and easy. Thank you!

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Katie B.
Sitter Profile Image: Talia W.
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Talia W.
from
$25
per visit
4.8 out of 5 stars
6 reviews
2 repeat clients
11 years of experience
Madison, WI, 53718

Perfect! Talia did a great job with communicating and spending time with my cats!

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Kandice H.
Sitter Profile Image: Blanca G.
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Blanca G.
from
$10
per visit
1 year of experience
Tenney-Lapham, Madison, WI, 53703

About: I have grown up with pets in my home, as my family has fostered both dogs and cats since I was eight years old. I have experience sitting cats of all ages, caring for my own senior cat who I grew up with, fostering small/medium-sized dogs, as well as one wonderfully extra-large and rowdy pet dog. I also helped train him to heel and follow other basic commands and behaviors. I'm currently a student at UW Madison on summer break, so I have ample time to take care of your pets! I am available every week day from 10AM-8PM. I treat every pet as if they were my own. I make sure they have fresh water at all times, are fed according to their regular schedule, and get plenty of exercise, playtime, and affection. I also pay close attention to each pet's unique routine and needs, whether that means administering medication, providing a quiet space to relax, or sticking to specific walking or potty schedules.

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
34 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria took such great care of our three gals while we were away, providing lots of photos from each visit and making sure they were all given plenty of attention. You know your pets will be in good hands if you book with her. :)

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Carissa S.
Sitter Profile Image: Megan T.
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Megan T.
from
$16
per visit
5.0 out of 5 stars
95 reviews
23 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

Megan is such a great sitter for my girl! She takes her time with Peach, even when she gives some sass, and gives her the space she needs, while also making sure she has plenty of playtime and all her needs are met! I’m thankful to have found her.

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Anna S.
Sitter Profile Image: Ndaziona N.
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Ndaziona N.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Madison, WI, 53718

About: We have a 11 year old terrier-pit mix who is a playful old girl and enjoys nurturing small Dogs. She grew up with a Chihuahua and children so she is a patient play mate. I am available for doggie daycare and boarding. Your dog will enjoy attention from me and my two kids and is welcome to join my spouse on an early morning run. We have a large fenced yard for your dog to enjoy during their stay. There is also a porch they can lounge on to soak up some sun.

Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
50 reviews
18 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey did a fantastic job watching our 2 kitties! She took great care of them, brought in packages, and cleaned up a mess one of our cats made. We appreciated her daily visits over the holidays, while we traveled to visit family! We highly recommend Lindsey and will definitely use her services again!

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Deborah E.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
48 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.

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Wenona W.
Sitter Profile Image: Ayla J.
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Ayla J.
from
$16
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Rolling Meadows, Madison, WI, 53714

Ayla did a great job taking care of our shy cat. She was able to coax her out for pictures. I truly appreciate the attention to details like taking out the garbage and running the dishwasher at the end of the week. Thank you so much.

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Holly E.
Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$18
per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Sun Prairie, WI, 53590

Kelsey was amazing with our new pupper and followed all the instructions asked of her. She and Osa had a great time and Kelsey was sure to send thorough updates and pictures as well. While Osa was very excited to see us that evening, she definitely made a new friend today!

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Nick R.
Sitter Profile Image: Paul M.
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Paul M.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
9 years of experience
Madison, WI, 53718

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Sitter Profile Image: Emily G.
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Emily G.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Elvehjem, Madison, WI, 53716

About: As a lifelong dog owner, I understand how much happiness our furry friends bring to our lives. My first rescue pup was a golden retriever mix named Luna, the sweetest dog who stole hearts everywhere she went. I currently have a Rottweiler who loves romping in the yard and excels at snuggling. It would be my pleasure to care for your dog while you are away. Long walks, playtime, and endless snuggles are services I can provide. I am comfortable with large breeds. My work schedule is quite flexible, so I have availability most days. I would be happy to meet you and your dog prior to bookings. I am passionate about animal rescue, and have experience volunteering at Dane County Humane Society. I look forward to meeting you and your pup!

Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

Alissa was wonderful as always! I’ve booked with Alissa a few times now, and she goes above and beyond with all the pictures she sends and very detailed updates after each visit. She’s helped clean up after accidents and keep my cats from getting into any mischief.

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Nicole H.
Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$15
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$22
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
Cottage Grove, WI, 53527

About: I have lived with and cared for dogs for over 20 years. Past volunteer at the Humane Society to walk dogs. Comfortable with many different dogs. We have flexible schedules which allow us time at home to care for other dogs along with our own. Love playing with and walking dogs! The kids really want more dogs, so this will be a great way to ‘give’ them more dogs! We have two fur babies that love playing and lounging in the sun. The kids enjoy running in the backyard and playing fetch with them.

Sitter Profile Image: Dayna V.
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Dayna V.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
25 years of experience
Stoughton, WI, 53589

Dayna is always willing to help us out with our two dogs, even on short notice. She sends updates and follows instructions perfectly. Thanks Dayna

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Anna & Anthony A.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$22
per visit
5.0 out of 5 stars
134 reviews
36 repeat clients
10 years of experience
McFarland, WI, 53558

Sarah is great with Clasby, and is always willing to spend a little extra time with him. She is also very receptive to extraneous favors that I ask of her, and never complains or has a poor attitude. She is our favorite walker/sitter!

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Isaac H.
Sitter Profile Image: Kara S.
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Kara S.
from
$25
per visit
4.7 out of 5 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

I hired Kara for drop-in visits with my dogs while I was away. She was outstanding in every way! First, she’s just a really nice, down-to-earth person & I felt comfortable with her as soon as we met. She did exactly what we planned as far as the drop-in schedule, sent updates, pictures, and took exceptional care of my dogs. There’s no doubt I will be using her again!!!

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Mandy W.
Sitter Profile Image: Kathryn K.
Verified Enhanced Background Check
Kathryn K.
from
$20
per visit
10 years of experience
McFarland, WI, 53558

About: I have dog sat for various different families since being in college. Growing up my family lived on a small hobby farm as well and therefore I am accustomed to many different animals and their needs. I enjoy the routine and exercise caring for dogs requires and I hope I can help make your travels less stressful knowing your dogs are in good hands! I am a full time special education teacher and therefore I am off during the summer months which frees me up to care for others pets during the week and weekends. During the school year, my weekends are free and allows for dog care. I am not offering services in my own home. I have a clear understanding of leave things how they were before I got to the house. For example, if I’m staying the weekend I leave with dishes cleaned, bed stripped, and floor vacuumed. If I am walking the dog, I clean up any mess that may have been made with the walk as well. I am gentle, but firm when needed for the dogs. If your dog doesn’t do well with other dogs, I will try to take a low traffic area or follow what works best for you all so the dog has its routine. My goal with each service is to act similarly to you as owners so that the dog has a sense of routine and safety.

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The median cost per visit for dog sitting in Cottage Grove is $20

Dog parents share their Rover experiences - Cottage Grove

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5.0 out of 5 stars

Amanda has provided excellent care for my pets for several years. She is 100% reliable and communicates consistently. She is wonderful!

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Christina P.
Drop-In Visits
5.0 out of 5 stars

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Drop-In Visits
5.0 out of 5 stars

Christine was absolutely wonderful. She took such good care of our little guy. He was comfortable and so happy. She sent daily pics and check-ins. Would book her every time. 10/10 experience, with peace of mind while we were away!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Darcy did a great job caring for my pup! She took the time for a meet and greet to learn about my pup and he was happy and calm when I got home. She clearly loves animals and is an experienced pet caregiver. Highly recommend Darcy!

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Marci
Drop-In Visits
5.0 out of 5 stars

Hallie recently did some drop in visits and walking sessions while we were on vacation. She took great care of our boy and made sure he was fed and had his pills. She is always on time and out pup loves her!

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Christine D.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Cottage Grove

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Sitters in Cottage Grove average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Cottage Grove

Frequently asked questions about Rover

The average cost for Dog Sitting in Cottage Grove on Rover is $17.12 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 1,589 sitters on Rover offering Dog Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cottage Grove stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cottage Grove with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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